Ask HN: I sold my company last month for $5m. What do I do with the money?

142 points by radicaltype ↗ HN
I'm a 20 year old guy who sold his company last month for $5m in cash. I really don't know what to do with the money or how to manage it. I never gave it a thought and now suddenly I have $5m. Hacker News, please help me out. Should I deposit the money? Buy stock? Or what the heck am I supposed to do with it? I am just a regular guy who spends around $3000 a month. I don't buy fancy stuff and now suddenly I have more money than I can ever spend.

182 comments

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1. $5m is not more money than you can ever spend.

2. $5m is enough to hire a professional to help you invest it.

A good place to start learning more about money might be the Personal Finance section of the Personal MBA reading list. See http://personalmba.com/best-business-books/

I'll say hire a professional to help you invest, ask some advices from your parents.

I've heard Gold is always a good investment, but I have no idea about that to be honest.

Make a depense estimation,kind of budget for the rest of your life.

##Here is how I'll make it:

1-Fix cost: House , Cars (estimate to 4 during my life)

2-varable Cost: wife , kids , kids college , virtual salary (let's say, I'll pay myself $5000 a month * estimate lifetime, just to spend around)

3- Taxes.

--------------------

Invest some money starting from here.

Pay your taxes , Put 75% away for long term needs - Bonds - Shares - High interest accounts Use 25 % to enjoy what you earned on medium term needs like - Paying loans off / Credit cards - Paying off your car - Maybe enjoy a treat /holiday.
Send it to me, I'll take care of it for you ;)

Here is what I would personally suggest, having encountered a similar scenario once a long time ago...

Find a place to park about $4.9M in a CD, Money Market account, or similar ultra low risk location. Don't get too hung up on getting the absolute best interest rate, just find a place that will give you easy liquidity (ie: DON'T make a 5 year investment right now).

Then, buy and read the following books: "A Random Walk Guide to Investing" - Burton Malkiel "The Only Investment Guide You'll Ever Need" - Andrew Tobias

(and/or any equivalent titles that catch your interest).

Then once you have a good/better understanding of financial investments interview some financial advisors and talk to them in depth about how they plan to manage your assets. Ideally you're looking for something more along the lines of a "wealth manager" vs. a financial advisor.

Killing a year finding the right investment approach while your money makes even a very low percentage rate is, for a 20 year old, a better approach than rushing out and making possibly a bad investment that incurs a big loss, or has tax liabilities you don't fully understand.

In the shorter term, you should find a good local CPA-for-hire and make sure you understand any possible income tax issues. In some (many) cases, if you will owe a large income tax return you will need to pre-pay or make estimated payments. Not doing so can take a big bite out of your ass later (ref: portion above about keeping funds semi-liquid).

BTW, congrats on your success. Take it slow and don't be tempted to believe you know what you're doing or can repeat this easily (learned advice ;) ). You have much time and luxury to plan your next move, and no matter what anyone tells you, you are not missing out on the investment opportunity of a lifetime in the next 24 months and do not need to make any rash decisions.

At the same time, you should sort of off-handedly tell family and friends that you locked in to a great investment and in 5 years or so will be able to access some of the funds. This proactive approach is better than having to say no to all the outreaches for "help" and "personal investments" that tend to come with a large chunk o' cash.

CD rates are at 1% and are only FDIC insured up to $250K. I'm not convinced any bank will let you buy a $4.9 million CD. Although I'm sure brk is as smart as anyone I wouldn't take tips from random people on the internet.

Whenever these types of questions appear I find them a bit hard to believe. The anonymous OP suddenly has $5M in cash? There's just a un-cashed check for $5M hidden in the sock drawer? Where is the money now? As soon as you show up at a bank with more than $100K you're going to be swarmed with people suggesting various things to do with your money. Hasn't the OP already had to deal with all the tax and legal surrounding a transaction like this? He or she should be familiar with a flotilla of financial professionals by now.

I'm with you about it smelling a bit fishy, but on this site I take people at face value.

That said, there's plenty of places you can invest in AAA securities that pay much more than 1%. Split across several of these the capital should be safe until he finds a better place for it.

Credit ratings are BS. It's as if we didn't learn anything from watching the disaster that occurred when the world believed AAA-rated MBSs were sound investments. Don't let someone else tell you what investments are "safe".
That sounds impressive and popular with all the 'the market doesn't work/they're all corrupt' type of outrage currently doing the rounds, but the failures of ratings companies to correctly rate highly complex debt instruments doesn't make them all useless.

The fact remains there are a lot of simple, understandable securities which the ratings companies are across and have a long history of payments to look back on. I'm talking about corporate bonds where you can assess the creditworthiness of the company, government (non-US) bonds of stable and credit-worthy nations that pay much more than 0-1%

Based on past experience, nobody will bother you.
Yeah. Unless you're going to Mom's Bank of Sheboygan, $5m isn't that big of a deal. I only have experience with 7 figure sums in corporate accounts, but even the bank teller at the supermarket isn't wowed by that.

If you tell a bank you have $5m to to put in CD's they'll wet their pants alright, but it won't be security they call. It'll be their boss to gloat. (Unless maybe you bring it in in $100's in a duffel bag.)

You can buy 20 CD's or buy a CDAR, which is a pass-through instrument that aggregates CDs at multiple banks to get it all under FDIC insurance.

http://www.cdars.com/

Personally, I think you'd just be better off buying government bonds from your favourite world leaders.

You can buy Tbills directly from the Treasury at http://treasurydirect.gov/ Lower rates than a CD, but safer if you are worried about your bank going belly up (if you own a Tbill, the US Govt would have to go bankrupt for you to lose your money).
I'm surprised that the ultra conservative advice got voted up on a start up geared website. I would have thought I'd see more risk taking from the users
Except the typical startup founder, he now have something to lose.
In the case of being a startup founder, you're risking little to potentially gain a lot. In the case of investing your newly earned fortune, you're risking a lot to gain a little (as a percentage).

The fact that the HN readership seems to be aggressive in the former case and conservative in the latter is not necessarily a contradiction (or, to be honest, even surprising).

The risk involved to start a business is time and money. You take one year off as a high paid engineer your losing over 100K. What if you need to boot strap your business because venture funds aren't available. The risk is low if you coded something on your spare time and somehow got a huge amount of VC funds(CD style investing). Wise investments are key to success of any business. How will you allocate your first millions in VC funds. Are you going to invest in staff, equipment or acquisitions. Sure you will have advisers at this point but it's important to understand the value of investments. If you are not surprised I would imagine you view the majority of start ups as the former kind I mentioned. Spare time and lots of vc money. I don't have any evidence to say that isn't always the case but it would appear odd to me if it was.
It's also a site frequented by people working salaried jobs and moderately successful freelancers who will never, ever see more than perhaps $100,000 in their bank accounts at any one moment for their entire lives.

Thus, we may be thinking of it in terms of "how can I use this money to invest such that I can live off of the interest for the rest of my life, getting the equivalent of a decent salary but without the actual work"? If I got millions of dollars, this would be the first thing I would be thinking about, not about how to risk it all just so I can be another greedy douchebag unhappy with their single-digit millions.

I wouldn't consider putting 95% of your wealth in a single place to be particularly non-risky. Certified or not, recent events have demonstrated that diversification is a must nowadays.
Yes, you are 100% correct. What I was trying to say is that overall he is better parking the cash and learning more about how to properly invest a large sum of money vs. just going out to the closest Edward Jones office and plunking down a check.
> I'm surprised that the ultra conservative advice got voted up on a start up geared website. I would have thought I'd see more risk taking from the users

The "conservative advice" is intended to buy him time so he can figure out what he should do.

Note that startups aren't about seeking risk. They're about exploiting cases where the perceived risk is greater than the actual risk. The advice givers think that his perceived risk is currently lower than his actual risk. They're trying to reduce the latter.

I'd recommend Ben Graham's "The Intelligent Investor". One doesn't have to buy individual stocks, or follow the strategy proposed in the book, but books like these will keep you from doing something dumb like, say, buying into the S&P 500 when its P/E is >30, and give you some perspective on and a valuable defense mechanism against all the stupid investment advice out there.
The Intelligent Investor is good, however, it's a bit dated. It's from an age when values could be found by carefully checking the companies books (and or paper files) and finding it owned a utility that had a book value worth more than the stock of the owning company.

Even Graham has said that for most people a low cost index fund is the way to go. Competing against a computerized/connected/inside information Wall Street is very hard and because of transaction costs (higher to the individual than the institution) winning stock trading strategies are non-trivial.

However, Claude Shannon (famous computer science guy) was a pretty good investor: http://en.wikipedia.org/wiki/Kelly_criterion

Fortune's Formula http://www.amazon.com/Fortunes-Formula-Scientific-Betting-Ca... details some of Shannon's methods and covers some other interesting stories like LTCM, Mathematician Edward O. Thorp's black jack schemes and later his creation of the one of the first "computerized" hedge fund.

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"killing a year finding the right investment approach while your money makes even a very low percentage rate is, for a 20 year old, a better approach than rushing out ..."

So if you get $5M you should be looking to sacrifice a year from your life? Doh!

As opposed to sacrificing a year of your life working for a typical salary?
It would hardly be a sacrifice, it would be an opportunity to learn about investing and wealth management in a non-rushed manner while you carry on with the rest of your life more or less however you like.
You can spend that year doing whatever you want, just as you could before you got the money. No one is forcing him to invest his money if he doesn't want to.
Just be careful with wealth advisers. I have heard more than one story about people losing their inheritances and stuff because of advisers. Also people who lost 100K+ by investing in the stock market by themselves.

I've come to the opinion that there really is no way around getting a little bit savvy about investing oneself. Until then, I would probably also stick to something fairly conservative. Or at least decide on a basic split into risky and less risky investments.

I started reading Andrew Tobias' book but so far I'm bored with all the penny-pinching tips at the beginning... does it get better?
I think that you need to check and see, my understanding is that flood insurance is available. One of the problems that the public may encounter is an agent that has not been to flood insurance education to sell it. That might have alot to do with it.. I think he said the other day that 33% of the claims for flood, were not in the flood plain. But, most people will not buy due to paying another premium…. ========================= http://personalfinanceadvisers.co.uk
I think that you need to check and see, my understanding is that flood insurance is available. One of the problems that the public may encounter is an agent that has not been to flood insurance education to sell it. That might have alot to do with it.. I think he said the other day that 33% of the claims for flood, were not in the flood plain. But, most people will not buy due to paying another premium…. ========================= http://personalfinanceadvisers.co.uk
I heartily recommend the Agora Financial Group for many of their newsletters.

http://agorafinancial.com

They have about the most realistic view of the world around. (Read: matches my biases. ;-) Seriously, their founder, Bill Bonner (and his main side-kick, Addison Wiggin) have written a couple of NYT best-sellers that were prescient about the current and past crises.

I also like the fact that they mostly hire St. John's grads, people who've actually gotten something close to a real education.

Back a few years ago when I had money to invest ;-), I used a couple of their newsletters (Penny Stock Fortunes and another I forget right now) over the period of a year or so and (though "the plural of anecdote is not data") made about 40% on my medium-sized investments.

These guys are the real deal.

1. don't change anything about your spending habits.

2. hire a pro to manage it

3. travel all aroudn the world (1 year is cool)

4. come to france and invest in our startup. ;)

second, except invest in OUR startup :)
Precisely. Hire a financial advisor and they will manage EVERYTHING for you from start to finish.
Questions like this one puzzle me, not least of which because I was recently in a very similar situation, and it never in a million years would have occurred to me to ask HN for advice. I mean, I love you people here, honest I do, but when I need legal advice, I go to my lawyer. When I need medical advice, I go to my doctor. And when I need financial advice, I go to my financial advisor.

You don't have a financial advisor? Well, I assume you have a lawyer, and I assume you have a banker-- ask them for recommendations. You might also ask the pros who were on your board of directors prior to the sale.

since it's a brand new user it's probably bullshit, especially when you remember that it's next to impossible to sell a company as a cash only deal. There is always an earn out/stock play, to make sure the buying company isn't buying a lemon
It all depends on the company. If he created something that works, has value, and happened to find someone with money who can do the math, this is not unlikely at all.

I have first-hand knowledge of several simple cash transactions for business sales like this in the $2M-$10M range.

> I have first-hand knowledge of several simple cash transactions for business sales like this in the $2M-$10M range.

Like what?

I don't want to ignore your comment, but these were generally private sales, and the private part implies a certain amount of trust and non-disclosure.

I know this probably doesn't do anything to convince you I'm not full of shit, so I apologize for not offering concrete details. If you stop and think about it though, there is a lot more private money out there moving hands than you might think.

I don't know.

If I had a windfall like that I'd keep it quiet too, or at least not directly associated with my online identity, so if I would ask for advise about it online I'd do it just like the OP did.

since it's a brand new user

or a regular user who did not want to post under his/her regular username for privacy reasons.

You don't have a financial advisor? Well, I assume you have a lawyer, and I assume you have a banker-- ask them for recommendations. You might also ask the pros who were on your board of directors prior to the sale.

I wouldn't assume any of these things. Did YOU have a lawyer or financial advisor when you were 20?

The OP reads as if it was basically a 1-man shop sale. If he sold a company for $5M that had a board of directors and all the typical formalities, it probably would have been VC or angel backed, and the terms of the deal for a $5M sale would have probably netted him $500K at best. Let's face it, almost any investor-backed equity event of $5M is pretty much a failure and returns little if anything to the management team.

So, I read this as a "guy in a basement" sort of scenario who managed to create some webapp, service, or widget pretty much solo and was wise enough to be able to flip it for a nice chunk of change.

I also happen to think he was smart for reaching out here to get broader advice. I've met TONS of financial advisors that can't manage funds for shit. Not to mention in the current market a lot of funds are down, and I'm sure he would have no trouble finding a bad financial planner or lawyer that would love the opportunity to manage the portfolio of someone naive in that regard.

I didn't have a lawyer or financial advisor when I was 20, but I also hadn't closed a $5M sale, either. And when I did so (at a more advanced age), I certainly did.

It strains credulity to imagine that anyone, of any age, would be able to close such a deal without a lawyer or a banker being involved. (And believe me, when you show up at the bank with a $5M deposit, you get introduced to financial advisors, like, fast.)

Seriously: just the practical mechanics involved in the sale of a corporation requires a small team of professionals. No one hands a check for $5M to a "guy in a basement" without some due diligence, and that involves accountants, auditors, lawyers and bankers.

I did have parents, who had a lawyer and a banker ;)
Not everyone lives with silver spoons in their mouths.

(In fact, not everyone has the luxury of parents with good finances, or parents with jobs, or parents at all.)

In a society where bank accounts are free (and allow access to the resources of the bank) and lawyers work pro-bono, I don't think "silver spoon" is how I would describe people have access to either.
A banker and a bank-account are two different things.

Pro-bono lawyers aren't going to be pro-bono for long when they figure out you can actually pay them. That doesn't really help his cause though.

The serious lack of any understanding with regards to how difficult a situation not having responsible parents that give you a serious leg up is betrays both your youth and your own upbringing.

I'm not attacking you, I'm just saying that it pays to remember that not everyone has all the options you do available to them. Certainly not to the extent that it means they would never see the benefit in asking HN for advice.

Don't go to a financial advisor, at least not without doing some research first. Many of them are paid on commission for funneling money in certain places, and many more are just bad.

Generally, someone smart enough to build a $5 million company should be smart enough to manage his own money.

> Generally, someone smart enough to build a $5 million company should be smart enough to manage his own money.

They are probably also capable of fixing their own car or doing their own plumbing or landscaping.

Sometimes you want to delegate tasks that you dont' want to do onto others.

There's a difference in magnitude and importance between doing your own landscaping and managing your own $5 million dollars of net worth.
Agreed, all the more reason that this statement:

> > Generally, someone smart enough to build a $5 million company should be smart enough to manage his own money.

is false.

Your post contains no information and bears no insight. Why are you posting it? Simply for the joy of contradiction?

There's nothing an half-rational person can't do that your garden variety financial advisor can. If you can build a business, then basic ETFs, mutual funds, and bonds are easy to understand, and if you want to move into individual investments or private funds... you should not be relying on a financial advisor for this. If you think otherwise, I have some stocks I'd like to recommend. And a shady commercial real estate deal that will net me a fat commission. And a bridge in Brooklyn.

Legend has it there exist good financial advisors--but you have to find them. "Delegating" this because you "don't want to do" this is entirely the wrong attitude. If you don't take responsibility for your money, it will go away. It's 5 million freaking dollars, probably the entire net worth of this person, and the fruit of his business which he built.

Correct. If you screw up your landscaping, you wait a year for the shrubbery to grow back or whatever. If you screw up investing your money, it don't grow back.
I was just going to say almost exactly this. The problem is that your financial advisor's purpose is probably to make money, which he or she probably does most efficiently by separating you from yours through fees. A few minutes ago I recommended the book The Millionaire Next Door, which points out how fees can quickly kill your returns, which can't beat the market over time anyway.

You have a major principle-agent problem with financial advisers, and that's why I suspect many are better off without, especially if they can find an investment column in a newspaper or something like that. Years ago I read a guy named "The Coffeehouse Investor," which helped me enormously, as did the books I recommended previously.

(comment deleted)
Or you can ask HN because a lot people here have faced similar situations.
The flip side of this is that at 20 something he may not have those relationships established, or may not be sure about the lawyer/banker he's chosen. There also seem to be quite a few people here that have been through similar circumstances and may be able to offer advice. In my own experience in my early 20's when I suddenly came into a large sum of money I had a good financial advisor in the sense that he helped me make more money from my investments in the short term, but I had no long term strategy. When the bubble burst I lost a lot of money. I also didn't have a good tax strategy and ended up with some very large unforeseen consequences of my decisions. Then there were the people looking for handouts and investments in their "amazing ideas." I lost every penny I put into investments or loans, though I was smart enough not to expect to see any of that money again.

The best advice I would give is to be quiet about how much money has been made. Find a good CPA and wealth manager. Talk about long term strategies, be sure to look at tax issues up front. People will come looking for hand outs and investments, avoid those for the most part. Make sure you trust your advisors and fully understand the decisions you are making. Don't take specific advice from somewhere like HN, try to look at patterns that may emerge from that advice however. So far it seems like everyone is advocating a conservative approach.

Unless your financial advisor is rich from investing themself then no, DON'T talk to a financial advisor. All they will do is try and sell you stuff to get comission.

Seriously just learn about it yourself. My favourite book is "The Richest Man In Babylon" and it a phrase similar to yours: Don't go to a plumber to get bricklaying advice, go to a bricklayer, so don't get advice about your money from someone who isn't rich himself.

Now if your financial advisor is rich, what is he doing working for you?

Although I have only 50K that I want to set to work, I'm facing the same basic question. However, given the current economic climate, I think sound advice is impossible. The usual safe advice, park it somewhere 'low risk', is virtually useless, as nothing is 'low risk' at the moment. Banks and complete countries are on the verge of collapse, which makes savings accounts, deposits and bonds risky. Something reasonably stable, like gold, also has problems: unless you have the stuff physically in your posession, the investment may turn out to be worthless, as the one that owes you the stuff can't deliver. And should the worst happen, than even gold physically in your possession may be worthless, because: who will take it, when its value is unclear and everyone wants food and fuel? The nutritional value of gold is pretty low.
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If the world turns into a mad max apocalypse, we're all fucked anyway so why care where your money is? 50K is barely anything, just leave it in a bank account. (or buy a cabin far away from everyone, if you really think society is going to collapse)
I doubt it'll be a fullblown apocalypse, but I think there'll be a period of unrest, after which civilization will soon reestablish itself. If you manage to invest 50K of your money in something tangible that is considered to be of value in that period of unrest, you'll have a much easier time surviving it.

For us, 50K is enough to survive for at least three years, without requiring any kind of austerity. I certainly don't call that 'nothing.

FDIC insures up to 250k. If you want to park it there -- go ahead.

Short term CD ladders (so you always have some money free if you need it but most of it is actively earning interest) seem like a good option as well.

Well for 5M, you might be able to buy a nice farm and some machine guns? Perhaps even pay workers for the farm for a couple of years?
What was your company called?
He's posting from a throwaway account, why would he reveal what the company was called and undo that ?

Also, he may very well have agreed not to reveal the sales price of the company to 3rd parties, keeping it anonymous is skirting that line.

How about giving the OP an opportunity to respond?
Pretty sure Jacques knows what he's talking about...
Given the state of things right now, I'd park your money somewhere secure and live off the interest. Then learn two disciplines : real estate investing and stock market.

Don't turn your money over to a financial advisor, unless they are personally referred by someone with a lot more cash than you. Any advisor you can afford is no good to you because you probably have more cash than them. By all means take advice, but don't blindly follow it and don't turn over control of your cash.

Learn a specific part of the real estate business that attracts you, and steer clear of single family residence homes. With that sort of cash you should be in multiple dwelling properties, or commercial retail, industrial or office buildings. The real estate market is dead and dying a bit more, so in the next couple of years that plum bargain is going to turn up, and you can be johnny on the spot, if you have done the study and learnt what is what. One good commercial property investment and you and your future family could be set for life with a healthy tax advantaged income and growing asset base.

With the stock market, I see a lot of advice here to approach the market, I would do so with a very limited amount of cash, certainly less than $50,000. If you lose that consider it a quality education on the perils of the market.

Learning to be an investor is like any other field and just because you win big in business doesn't make you an automatic whiz at investing. Capital protection is now your number 1 priority.

Oh, and if you're single, don't tell prospective girlfriends about it. You want to know which ones like you for who you are, not your bank account.

Oh, and if you're single, don't tell prospective girlfriends about it. You want to know which ones like you for who you are, not your bank account.

I read an article on HN the other day about signing a contract with a third party entity, that states if you do not sign a prenuptial agreement, when you meet that prospective mate and decide to get hitched. Then said third party is entitled to half of your current net worth.

It is a poison pill, but one that they have to swallow. If you are not married, I would consult a lawyer about setting up that contract with a parent, sibling, best friend or me. The good part is it gives you an out without being awkward when the time comes, you can use the:

"My parents begged me to do it, because they where concerned about my partying with rock stars, the coke and running with the wrong kind of girls, and at the time I had not met my one true love, It's no big deal because we are going to be together forever, right?".

One word: plastics.
Because there's an endless supply of oil to make plastics with? I think it will be hard to drag the price of plastics up to match the price of crude as it runs out. Would be interested in an economists view on this though.
Cultivate a solid understanding of the exponential function?

In all seriousness, congratulations. Seems like a good problem to have. I don't have a lot of advice, but if it were me, I would avoid trying to leverage the money too much. It might be a good way to turn $5MM into $50MM, but it's also the best way to turn it into $0.

The utility of a lot of extra money is likely to be low for you.

A very simple strategy will go very far:

Put 30% in VTI - the Vanguard Total Market Index (basically all US stocks).

Put 30% in EFA - the Europe, Australasia, Far East first world country index.

Put 10% in RWR - an index of U.S. real estate.

Put 10% in RWX - an index of international real estate.

Put 15% in Treasury Inflation Protected Securities.

Leave 5% highly liquid.

Minor variations on this are fine. The key is invest in broad market indices, diversified among stocks and real estate, domestic and internationally, with a bit of cash set aside for rainy days. Any other strategy involves speculation (trying to be smarter than the market), and unless you think you really know what you're doing, you shouldn't speculate.

Sorry, I have to take issue with this approach. You're tying 60% of your total assets to the market indexes of countries that are likely to decrease in value over the next several years. You're tying 20% to real estate indexes that are also extremely overvalued.

You're young. Stick it in a money market account or something safe for a few months until you can get some real financial advice.

Personally, if I had $5 million I would probably leave it in money market and safe CDs until this period of global deflation and low interest rates is past us. I would wait until the inevitable inflation that is coming in a few years, and when interest rates are over 10% (hopefully), put a couple million in fixed annuities that will pay out monthly for the rest of my life, put 1-2 million in safer investments, and invest the other million in risky stocks with a high potential payout.

That way, I have guaranteed income for the rest of my life from the annuities, enough to live off of, and can hopefully see some better returns from the rest of the money. A good financial advisor can give you a better strategy.

If you think you know something the market doesn't know about those countries, and future inflation rates, then your strategy makes sense.

But otherwise, investing in a pure cash portfolio is super-exposed to inflationary risk, and very low-growth.

It doesn't take a genius to see that Europe is in a deflationary spiral right now, with Greece and Portugal leading the way. Why would you want to bet 30% of your portfolio against the trend of Euro/Dollar weakness?
Being able to see the future isn't enough for a financial bet. You have to be able to see the future before other people with money. If something is sufficiently obvious, it will already be priced into the market.

In other words, a financial trade isn't a bet on your insight. It's a bet that your insight is sharper than the person on the other side of the trade.

I think this normally excellent advice is not the best option given the current fluctuations in all market sectors.

There is a very likely chance that the first four options could all suffer losses in the immediate future, which is a needless risk.

I think staying out of the market until the current mess passes would be better rather than risk your initial investment by investing right this second.

stuck it your ass motherfucker
Buy Muni bonds from states with a good record of paying..NOT CA Buy Treasuries. Buy Stock

keep a few years of spending money in cash You can split the risk based on your risk appetite 30% muni 50% treasury 10% stock

I would recommend more stocks at this point as we've had a market reversal recently. Also many stocks pay dividends much higher than treasuries and have the chance for capital appreciation.

If you want to land lord you can buy a building 1 million cash could get you a nice rental property...depending on the area

Diversify.....!!!!!!

Have you got a view of what you want to do next with your life? Do you have goals/activites you want to achieve/do?

I think these are important questions that you need to consider first. They will shape your investment strategy.

This is a difficult decision that can take a while to sort out. Even consulting professional can take a while. So my simple rule is this.

Take 10% of the money and put it into an easily accessible account you can use day-to-day. The other 90% put in a high-interest account and forget about for 12 months.

You can then use that 12-month period to decide what you want to do, but safe in the knowledge, in this case, you have enough money readily available to live and not worry about bills. You also have the bonus of a nice lot of interest added to your sum next year.

angel investing in others
sit down with a copy of Rich Dad Poor dad. Do you live near a college? Is this a good college? If so, look into buying a few houses around there and rent them to students, and if you can, buy adjacent houses when they become available.

Say you buy 2 houses for $350k(random example for bloomington, In, can be much less.

I'd buy these in cash, which goes against everything you will ever read about total leverage and all of that, but then you can buy two more houses and put 20% down other two as collateral if they require it(they shouldn't), so you have 4 houses at the cost of 2.4 houses, which means you will be collecting a lot of rent. Since you have 4 houses you are depreciating as they are investments, that income will probably come in right around being tax-free as long as it is something around $1.2m in property so like $45k/ish a year income, if not more.

Then you buy up a few houses with this income, maybe you can get 3 houses in a row, then maybe you can build a row of townhouses you can rent(cheaper to maintain)

So that's just an idea, arguably better than letting it sit in an account, and you are buying something that has a relatively high demand, student housing.

Other housing also works, but students are better to deal with.

So you're making a bunch of money off of 1.2m of your 5m and if you ever have to sell or get money out of those houses you could borrow against them or you could sell them outright.

Also check out tax free muni bonds.

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Problem is, the amount of work it takes to maintain a group of rentals is huge. My old landlord did this instead of investing in the market, and it turned out way better for him in the long run, however he works his ASS off maintaining, finding tenants, evicting, fixing stuff after bad tenants etc etc. Doing it in a college town? It's asking for $3k in expenses every year as a new group of party kids move out/in.

Don't jump into landlording without having experience with contracting and home repair, or at least without a family member that does. A single rental is fine, but managing five? Huge time sink.

Make it work for you. Become an angel investor and advisor for other startups. Take $1m of it and invest make 50 $20k seed investments. Do something that makes you tick, help others if possible. Dont ask yourself, what can i do with my money, instead ask, what do i want to do that this money now allows me to do?

Also, any clues on what the name of your company is?

I have a suspicion that this is not true... or at least is just for the purpose of bragging. But the replies at least could be interesting. Here's mine:

At 21 I came into a pretty useful 6 figure sum, essentially through good luck and timing. At that age you're used to living on a shoe string (especially if a student like I was) and so that can seem an extraordinary amount of money. I'd say it's a pretty scary age to become affluent, you may have grown up in the last couple of years since leaving school but it hardly counts as worldly.

I spent about £30,000 within a couple of months before I stopped and thought about it properly. So the first piece of advice is: avoid too much temptation! That can be hard and I still have trouble controlling impulse purchases (Amazon Prime is the worst invention ever :P my book buying budget is still about £300/month, and I've actually worked to get that down).

As to what to do with the money; while plenty of HNers will be able to give you advice (hopefully from experience!) the other posters are right - you need to talk to a financial advisor.

My take? Put it somewhere safe and take the interest - then just ignore it. If you want to take the $5M and do something with it (i.e. start a firm, pursue your dream) then do that. Otherwise I advise ignoring it and just carrying on with your career how you want - albeit slightly more comfortable/financially secure. In 5 years when you want a nice house the money is there and ready. etc etc.

Certainly having money is going to change you; but I'd suggest it needn't change your life path too much. Don't let it derail what you want to do :) allow it to facilitate those things!

This is pretty much what I have done and it sees to have worked. YMMV.

Hire a professional. You have the money now so you can afford one. So you don't get taken, I would ask around for suggestions. You could also call up Vanguard they offer financial planning for people with that amount of money. With them, you don't have to worry about ulterior motives because of their corporate structure.
First, congratulations!

Now, to business.. If you sold company stock, and live in the states, you now owe about $1m in taxes, or a little less depending on what state you live in.

Your very first job is to sit down with an accountant and get your 2010 taxes estimated. Then set aside the money for this. Seriously, do it today. Then lock in your head "I sold my company for $4m." It will help you in the future days to remember that.

If it was an asset sale, you got f-ed, and now owe a lot of tax money. Live and learn.

Next, let's talk about 'more money than I can ever spend'. If you keep your current spending rates, and you keep your money in a completely 'safe' vehicle that exactly matches inflation, you have about 94 years of spending ahead of you at your current rates, and at 15% cap gains tax on the 'earnings'.

It is nearly psychologically impossible for a newly minted 20-something millionaire to keep at their current level of spending. Since you do not already have a plan for this money, I would say that it is 100% likely you are not the sort who can go about his business without some change in lifestyle. So I would suggest that you expect either to keep working or get good at investing.

Along with the books recommended here, I would strongly recommend you pick up one called "How To Retire Early and Live Well on Less than a Million Dollars." It's written by a financial writer who decided to do what the title says in the 1970s. He talks through a number of items and considerations that financial advisors will not think about. Simple example: what's the proper amount of real estate leverage for someone who needs some income, and wants to be able to hold on to the building in a real estate crash? This is not typically discussed in most investing books.

It is not unreasonable, based on all this, to put almost all of this money into a one year, low-risk, locked-away investment just to give yourself time to think, plan,and get on with a new part of your life.

Now, if you built this company up, and are now unemployed, expect to be depressed. You should consider (along with some celebrating) doing some fun things (I like to travel), and also learning some new skills.

You will need some new friends, because your old ones will all still be working,and won't be able to hang out most of the time. You might want to find a new hobby, or pick up an old one.

Finally, enjoy! Sounds like a great experience.